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Trump has run a massively successful real estate franchise, managing and coordinating with a board of chairmen. He's probably been sued more than enough times to have a firm grip of the legalese (and he probably navigates it daily) if that matters. He's well-known and respected, despite having a reality TV series.
He's also no stranger to managing debt, a big deal these days. Do you know many times he's filed for bankruptcy and yet he's still going?